These common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: Pyrazines
PZEH was synthesized by the condensation reaction of2-acetylpyrazine with hydrazine hydrate, with the loss of awater molecule. Hydrazine hydrate (0.1 ml, 2.05 mmol) wasadded to an ethanolic solution (10 ml) of 2-acetylpyrazine(0.251 g, 2.05 mmol). The solution was heated under reflux forabout 4 h with constant stirring and was then left to cool toroom temperature overnight to give a cream-coloured solid.The crude product was filtered off, dried in the air andrecrystallized from an EtOH/MeCN mixture to affordcolourless crystals that were suitable for X-ray diffraction. It isworth mentioning that PZEH will undergo further condensationto form the azine on standing at room temperature(yield 0.105 g, 37%; m.p. 394-395 K). Analysis calculated forC6H8N4 (%): C 52.93, H 5.92, N 41.15; found (%): C 52.95, H4.96, N 39.61; IR (cm1, KBr pellet): 3394 (s, N-H), 3318 (m,N-H), 3182 (s, aryl C-H), 2913 (m, alkyl C-H), 1657 (s,C N), 1592 (s, aryl C C), 1511 (s), 1100 (s); 1H NMR(CDCl3): 9.19 (1H, s, Ar-H), 8.43-8.42 (1H, m, Ar-H), 8.38(1H, d, Ar-H), 5.73 (2H, s, -N-NH2), 2.20 (3H, s, -C-CH3);13C NMR (CDCl3): 151.73 (C N), [144.85, 142.57, 142.48,142.36] (py-C), 8.89 (-CH3); MS/EI (m/z) (I, %) for C6H8N4: 136 [M]+ (100), 107 [C6H7N2]+ (59), 79 [C4H3N2]+ (83), 57[C2H5N2]+ (89), 52 [C2N2]+ (68).
The synthetic route of Acetylpyrazine has been constantly updated, and we look forward to future research findings.
Reference:
Article; Kassim, Muhammad Arif; Yassin, Ubaidullah H. M.; Tan, Ai Ling; Usman, Anwar; Hamid, Malai Haniti S. A.; Acta Crystallographica Section C: Structural Chemistry; vol. 74; 4; (2018); p. 424 – 427;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem